Tag: 200-300

In 2022,Lehmann, Hansjoerg; Ruppen, Thomas; Knoepfel, Thomas published an article in Organic Process Research & Development. The title of the article was 《Scale-Up of Diazonium Salts and Azides in a Three-Step Continuous Flow Sequence》.Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate The author mentioned the following in the article:

Rapid synthesis and scale-up of active mols. to support the development process of new drug candidates is key in the pharmaceutical industry. Herein, the authors describe the development of a scalable continuous flow procedure for three key steps in the synthesis of 2H-indazoles, e.g., I, which were identified as highly potent and selective TLR7 and TLR8 antagonists. Transformation of hazardous diazonium salt and azide chemistries from the batch mode to continuous flow mode helped mitigate and limit the risks associated with the handling of large amounts of hazardous reagents and intermediates in the batch mode. In a two-step approach, the authors first screened and optimized the reaction parameter for a diazotization-azidation-cyclization three-step sequence using a com. research-scale plug flow reactor. In the next step, the robustness and scalability of this reaction sequence were demonstrated, which finally enabled the authors to rapidly prepare and deliver the required amount of material in high quality. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Nakagawa, Masanari; Matsuki, Yuki; Nagao, Kazunori; Ohmiya, Hirohisa published an article in Journal of the American Chemical Society. The title of the article was 《A Triple Photoredox/Cobalt/Bronsted Acid Catalysis Enabling Markovnikov Hydroalkoxylation of Unactivated Alkenes》.Related Products of 109384-19-2 The author mentioned the following in the article:

Authors demonstrate Markovnikov hydroalkoxylation of unactivated alkenes using alcs. through a triple catalysis consisting of photoredox, cobalt, and Bronsted acid catalysts under visible light irradiation The triple catalysis realizes three key elementary steps in a single catalytic cycle: (1) Co(III) hydride generation by photochem. reduction of Co(II) followed by protonation, (2) metal hydride hydrogen atom transfer (MHAT) of alkenes by Co(III) hydride, and (3) oxidation of the alkyl Co(III) complex to alkyl Co(IV). The precise control of protons and electrons by the three catalysts allows the elimination of strong acids and external reductants/oxidants that are required in the conventional methods. After reading the article, we found that the author used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Related Products of 109384-19-2)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Related Products of 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Berger, Kathleen J.; Driscoll, Julia L.; Yuan, Mingbin; Dherange, Balu D.; Gutierrez, Osvaldo; Levin, Mark D. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Direct Deamination of Primary Amines via Isodiazene Intermediates》.Application of 87120-72-7 The article contains the following contents:

A reaction that selectively deaminated primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products was reported. An anomeric amide reagent was uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition to dramatically simplifying deamination compared to existing protocols, this approach enabled strategic applications of iminium and amine-directed chemistries as traceless methods. Mechanistic and computational studies supported the intermedicacy of a primary isodiazene which exhibited an unexpected divergence from previously studied secondary isodiazenes, leading to cage-escaping, free radical species that engage in a chain, hydrogen-atom transfer process involving aliphatic and diazenyl radical intermediates. In the experimental materials used by the author, we found tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Application of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Application of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Blackwell, J. Henry; Kumar, Roopender; Gaunt, Matthew J. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Visible-Light-Mediated Carbonyl Alkylative Amination to All-Alkyl α-Tertiary Amino Acid Derivatives》.Formula: C10H20N2O2 The article contains the following contents:

The all-alkyl α-tertiary amino acid scaffold represents an important structural feature in many biol. and pharmaceutically relevant mols. Syntheses of this class of mol., however, often involve multiple steps and require activating auxiliary groups on the nitrogen atom or tailored building blocks. A straightforward, single-step, and modular methodol. for the synthesis of all-alkyl α-tertiary amino esters was reported. This new strategy uses visible light and a silane reductant to bring about a carbonyl alkylative amination reaction that combines a wide range of primary amines, α-ketoesters, and alkyl iodides to form functionally diverse all-alkyl α-tertiary amino esters. Bronsted acid-mediated in situ condensation of primary amine and α-ketoester delivers the corresponding ketiminium species, which undergoes rapid 1,2-addition of an alkyl radical (generated from an alkyl iodide by the action of visible light and silane reductant) to form an aminium radical cation. Upon a polarity-matched and irreversible hydrogen atom transfer from electron rich silane, the electrophilic aminium radical cation is converted to an all-alkyl α-tertiary amino ester product. The benign nature of this process allows for broad scope in all three components and generates structurally and functionally diverse suite of α-tertiary amino esters that will likely have widespread use in academic and industrial settings. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Formula: C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Formula: C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Photocatalytic α-Tertiary Amine Synthesis via C-H Alkylation of Unmasked Primary Amines》 was written by Ryder, Alison S. H.; Cunningham, William B.; Ballantyne, George; Mules, Tom; Kinsella, Anna G.; Turner-Dore, Jacob; Alder, Catherine M.; Edwards, Lee J.; McKay, Blandine S. J.; Grayson, Matthew N.; Cresswell, Alexander J.. Product Details of 87120-72-7 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A practical, catalytic entry to α,α,α-trisubstituted (α-tertiary) primary amines by C-H functionalization has long been recognized as a critical gap in the synthetic toolbox. The authors report a simple and scalable solution to this problem that does not require any in situ protection of the amino group and proceeds with 100% atom-economy. The authors’ strategy, which uses an organic photocatalyst in combination with azide ion as a hydrogen atom transfer (HAT) catalyst, provides a direct synthesis of α-tertiary amines, or their corresponding γ-lactams. The authors anticipate that this methodol. will inspire new retrosynthetic disconnections for substituted amine derivatives in organic synthesis, and particularly for challenging α-tertiary primary amines. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Product Details of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Product Details of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The author of 《One-pot synthesis of novel tert-butyl-4-substituted phenyl-1H-1,2,3-triazolo piperazine/piperidine carboxylates, potential GPR119 agonists》 were Bashetti, Nagaraju; Shanmukha Kumar, J. V.; Seelam, Naresh Varma; Prasanna, B.; Mintz, Akiva; Damuka, Naresh; Devanathan, Sriram; Solingapuram Sai, Kiran Kumar. And the article was published in Bioorganic & Medicinal Chemistry Letters in 2019. Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate The author mentioned the following in the article:

We have synthesized a new series of 1,2,3-triazolo piperazine and piperidine carboxylate derivatives using a simple and one-pot click chem. with significantly reduced reaction times (∼5 min) and enhanced reaction yields (∼95-98%). The fourteen novel compounds thus synthesized were tested for ability to target GPR119, a G-protein coupled target receptor that plays critical role in regulation of type-2 diabetes mellitus. Four analogs demonstrated similar or better EC50 values over previously reported AR231453 activity towards GPR119. The experimental process involved the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Recommanded Product: 1-(Piperidin-4-yl)-1H-indoleOn June 2, 2003, Faul, Margaret M.; Gillig, James R.; Jirousek, Michael R.; Ballas, Lawrence M.; Schotten, Theo; Kahl, Astrid; Mohr, Michael published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Acyclic N-(azacycloalkyl)bisindolylmaleimides: isozyme selective inhibitors of PKCβ》. The article mentions the following:

The synthesis and structure-activity relationship (SAR) trends of a new class of N-(azacycloalkyl)bisindolylmaleimides, e.g. I (R1 = CH2-pyridyl, R2 = Me, n = 2), acyclic derivatives of staurosporine, is described. I exhibits an IC50 of 40-50 nM against the human PKCβ1 and PKCβ2 isoenzymes and selectively inhibits the PKCβ isoenzymes in comparison to other PKC isoenzymes (α, γ, δ, ε, λ, and η). The series is also kinase selective for PKC in comparison to other ATP-dependent kinases. A comparison of the protein kinase C (PKC) isoenzyme and kinase activity of the series is made to the kinase inhibitor staurosporine. In the experiment, the researchers used 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2Recommanded Product: 1-(Piperidin-4-yl)-1H-indole)

1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Recommanded Product: 1-(Piperidin-4-yl)-1H-indole

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Yen-Pon, Expedite; Li, Longbo; Levitre, Guillaume; Majhi, Jadab; McClain, Edward J.; Voight, Eric A.; Crane, Erika A.; Molander, Gary A. published an article in Journal of the American Chemical Society. The title of the article was 《On-DNA Hydroalkylation to Introduce Diverse Bicyclo[1.1.1]pentanes and Abundant Alkyls via Halogen Atom Transfer》.Related Products of 109384-19-2 The author mentioned the following in the article:

A Giese addition to install highly functionalized bicyclo[1.1.1]pentanes (BCPs) using tricyclo[1.1.1.01,3]pentane (TCP) as a radical linchpin, as well as other diverse alkyl groups, on-DNA from the corresponding organohalides as non-stabilized radical precursors was reported. Telescoped procedures allow extension of the substrate pool by at least an order of magnitude to ubiquitous alcs. and carboxylic acids, allowing us to “”upcycle”” these abundant feedstocks to afford non-traditional libraries with different physicochem. properties for the small-mol. products (i.e., non-peptide libraries with acids). This approach is amenable to library production, as a DNA damage assessment revealed good PCR amplifiability and only 6% mutated sequences for a full-length DNA tag. The results came from multiple reactions, including the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Related Products of 109384-19-2)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Related Products of 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Computed Properties of C10H20N2O2In 2019 ,《Discovery of a potent histone deacetylase (HDAC) 3/6 selective dual inhibitor》 appeared in European Journal of Medicinal Chemistry. The author of the article were Soumyanarayanan, Uttara; Ramanujulu, Pondy Murugappan; Mustafa, Nurulhuda; Haider, Shozeb; Fang Nee, Adina Huey; Tong, Jie Xin; Tan, Kevin S. W.; Chng, Wee Joo; Dymock, Brian W.. The article conveys some information:

Herein, we report the discovery of a dual histone deacetylase inhibitor displaying a unique HDAC3/6 selectivity profile. An initial strategy to merge two epigenetic pharmacophores resulted in the discovery of potent HDAC6 inhibitors with selectivity over HDAC1. Screening in an HDAC panel revealed addnl. low nanomolar inhibition only against HDAC3. Low micromolar antiproliferative activities against two breast cancer and four hematol. cancer cell lines was supported by pharmacodynamic studies on a preferred mol., 24c, substantiating the HDAC inhibitory profile in cells. Apoptosis was identified as one of the main cell death pathways. Modeling studies of 24c against HDAC1,2,3 and 6 further provided insights on the orientation of specific residues relevant to compound potency, explaining the observed HDAC3/6 selectivity. A subset of the compounds also exhibited good antimalarial activities, particularly against the chloroquine-resistant strain K1 of P.falciparum. In vitro studies revealed a favorable DMPK profile warranting further investigation of the therapeutic potential of these compounds The results came from multiple reactions, including the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Computed Properties of C10H20N2O2)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Computed Properties of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Tolentino, Kirsten T.; Mashinson, Viktoriya; Vadukoot, Anish K.; Hopkins, Corey R. published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Discovery and characterization of benzyloxy piperidine based dopamine 4 receptor antagonists》.Formula: C10H19NO3 The author mentioned the following in the article:

The dopamine receptor 4 (D4R) is highly expressed in both motor, associative and limbic subdivisions of the cortico-basal ganglia network. Due to the distribution in the brain, there is mounting evidence pointing to a role for the D4R in the modulation of this network and its subsequent involvement in L-DOPA induced dyskinesias in Parkinson′s disease. As part of our continued effort in the discovery of novel D4R antagonists, we report the discovery and characterization of a new 3- or 4-benzyloxypiperidine scaffold as D4R antagonists. We report several D4R selective compounds (>30-fold vs. other dopamine receptor subtypes) with improved in vitro and in vivo stability over previously reported D4R antagonists.tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Formula: C10H19NO3) was used in this study.

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Formula: C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem